796843-76-0Relevant articles and documents
Stereoselective ring expansion of vinyl oxiranes: Mechanistic insights and natural product total synthesis
Brichacek, Matthew,Batory, Lindsay A.,Njardarson, Jon T.
supporting information; experimental part, p. 1648 - 1651 (2010/06/15)
"Chemical Equation Presented" What a (strain) relief! The first broadly applicable, catalytic, and stereoselective vinyl oxirane ring expansion is described (see scheme; hfacac = hexafluoroacetylacetonate). The stereoselectivity was influenced by several reaction parameters, and kinetic studies support a mechanistic proposal involving the in situ formation of a more reactive catalytic species. This ring-expansion reaction has been employed in the asymmetric total synthesis of (+)-goniothalesdiol.
Stereodivergent construction of cyclic ethers by a regioselective and enantiospecific rhodium-catalyzed allylic etherification: Total synthesis of gaur acid
Evans, P. Andrew,Leahy, David K.,Andrews, William J.,Uraguchi, Daisuke
, p. 4788 - 4791 (2007/10/03)
A dramatic enhancement of the stereospecificity of the title reaction was observed with trimethylphosphite-modified copper(I) alkoxide reagents. The combination of this reaction with ring-closing metathesis provides a direct approach to cis- and trans-dis
